(E)-dodec-2-enenitrile

Base Information

• Chemical Name: (E)-dodec-2-enenitrile
• CAS No.: 97585-02-9
• Molecular Formula: C₁₂H₂₁N
• Molecular Weight: 179.305
• Mol file: 97585-02-9.mol

Synonyms:

Chemical Property of (E)-dodec-2-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-dodec-2-enenitrile

There total 7 articles about (E)-dodec-2-enenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C12H23NO → (E)-dodec-2-enenitrile (97585-02-9)

Guidance literature:

With fluorosulfonyl fluoride; sodium carbonate; In dimethyl sulfoxide; at 20 - 50 ℃; for 17h;

DOI:10.1021/acs.joc.8b03164

Reference yield:

undecyl cyanide (2437-25-4) → dodec-2-enenitrile (97585-03-0) + (E)-dodec-2-enenitrile (97585-02-9)

Guidance literature:

undecyl cyanide; With n-butyllithium; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.5h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; hexane; at -40 - 0 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

With bis(η3-allyl-μ-chloropalladium(II)); Allyl acetate; In tetrahydrofuran; at -40 - 60 ℃; for 2h; Overall yield = 93 %; Overall yield = 83.4 mg; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.5b02243

Reference yield:

2-dodecenal (20407-84-5) → (E)-dodec-2-enenitrile (97585-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium carbonate / dimethyl sulfoxide / 20 °C

2: sodium carbonate; fluorosulfonyl fluoride / dimethyl sulfoxide / 17 h / 20 - 50 °C

With fluorosulfonyl fluoride; hydroxylamine hydrochloride; sodium carbonate; In dimethyl sulfoxide;

DOI:10.1021/acs.joc.8b03164

upstream raw materials:

2-hydroxydodecanoic acid

2-bromo-dodecanenitrile

caprinaldehyde

diethyl 1-cyanomethylphosphonate